Acid production

• US 4,016,208 A
• Filed: 04/29/1975
• Issued: 04/05/1977
• Est. Priority Date: 06/19/1974
• Status: Expired due to Term

• Current Assignee: Chevron Research Company (Chevron Corp.)
• Original Assignee: Chevron Research Company (Chevron Corp.)
• Inventors: Suzuki, Shigeto
• Primary Examiner(s): Killos, Paul J.
• Application Number:
  US05/572,780
• Time in Patent Office: 707 Days
• Field of Search: 260/535 R
• US Class Current: 562/518
• CPC Class Codes: C07C 51/12 on an oxygen-containing group in organic compounds, e.g. alcohols
• CPC Class Codes: C07C 59/06 Glycolic acid

Abstract

A process for producing hydroxyacetic acid which comprises contacting carbon monoxide with formaldehyde and a catalyst comprising hydrogen fluoride in a reaction zone at a temperature between 0° and 100° C and a pressure between 10 and 4000 psig. Oxydiacetic acid is also produced by this reaction. The ratio of hydroxyacetic acid to oxydiacetic acid is increased by adding water to the reaction mixture.

Claims

1. A process for producing hydroxyacetic acid which comprises contacting carbon monoxide with formaldehyde and a catalyst comprising hydrogen fluoride in a reaction zone and under reaction conditions effective to form hydroxyacetic acid, including a temperature between 0°

and 100°

C. and a carbon monoxide partial pressure between 10 and 4000 psig.

2. A process in accordance with claim 1 wherein the carbon monoxide is also contacted with water in the reaction zone.

4. A process in accordance with claim 2 wherein the formaldehyde and water are fed to the reaction zone at a mol percent of 3 to 35 formaldehyde;

3 to 35 water; and

40 to 90 HF; and

the carbon monoxide partial pressure is maintained at 10 to 3000 psig in the reaction zone.

3. A process in accordance with claim l wherein the temperature is between 20°

and 60°

C. and the carbon monoxide partial pressure between 10 and 3,000 psig.

5. A process for producing hydroxyacetic acid and oxydiacetic acid which comprises contacting carbon monoxide with formaldehyde and a catalyst comprising hydrogen fluoride in a reaction zone and under reaction conditions effective to form hydroxyacetic acid, including a temperature between 0°

and 100°

C. and a carbon monoxide partial pressure between 10 and 4000 psig.

6. A process for producing oxydiacetic acid which comprises contacting carbon monoxide with formaldehyde and a catalyst comprising hydrogen fluoride and under reaction conditions effective to form oxydiacetic acid, including substantially anhydrous reaction conditions and a temperature between 0°

and 100°

C. and a carbon monoxide partial pressure between 10 and 4000 psig.

7. A process for producing hydroxyacetic acid which comprises contacting carbon monoxide with formaldehyde and a catalyst comprising HF and HBF₄ in a reaction zone and under conditions effective to form hydroxyacetic acid, including a temperature between 0°

and 100°

C and a carbon monoxide partial pressure between 10 and 4000 psig.